Solvent- and catalyst-free transamidations of unprotected glycosyl carboxamides (CROSBI ID 270825)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Ouadah Bensalah, Fouzia ; Bil, Abed ; Wittine, Karlo ; Bellahouel, Salima ; Lesur, David ; Marković, Dean ; Laclef, Sylvain
engleski
Solvent- and catalyst-free transamidations of unprotected glycosyl carboxamides
The transamidation reactions of unprotected mono- and disaccharidic carboxamides with various primary and secondary arylic, heterocyclic or aliphatic amines are described. This new method is green and atom efficient and gives good to high yields. Notably, the conditions do not require either a solvent or a catalyst and give ammonia as a single by product. The described coupling reaction is compatible with a variety of functional groups and was used in the synthesis of various glycosidic derivatives and biologically relevant glycolipids. A plausible reaction mechanism involving an intermolecular H-bond activation of the starting carboxamides is proposed.
transamidation ; glycosyl carboxamide ; glycoconjugate, glycolipid
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Podaci o izdanju
17 (43)
2019.
9425-9429
objavljeno
1477-0520
1477-0539
10.1039/c9ob02096a